Esterification of 2-(4-(4-Hydroxy-3, 5-Iiodophenoxy)-3, 5-Diiodophenyl) Acetic Acid (Tetrac)
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Published:2021-10
Issue:10
Volume:18
Page:757-765
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ISSN:1570-1786
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Container-title:Letters in Organic Chemistry
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language:en
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Short-container-title:LOC
Author:
Bridoux Alexandre1,
Mousa Shaker A.1
Affiliation:
1. Albany College of Pharmacy, The Pharmaceutical Research Institute (PRI), 1 Discovery Drive (Room 238), Rensselaer, New York 12144, United States
Abstract
Tetrac, a deaminated derivative of the thyroid hormome, has received some broad interest for
its ability to inhibit the spread of new blood vessels, i.e., angiogenesis. For an optimum activity, the action
of the dug shall be limited at the cell surface for interaction with the integrin alpha v beta 3. This
was shown to be achieved via a nanoparticle formulation that would be grafted to Tetrac phenol’s OH.
While the principle of this study has been disclosed elsewhere, the broad results have never been disclosed
entirely. Here all outcomes of the synthesis strategy, e.g., protection and activation steps, confirmed
Triisopropylsillyl as a protective group of choice to access the nanoparticle. Catalyst assisted
esterification has been probed and discussed. Then the HPLC-MS study allowed to clarify reaction conditions
that could subsequently yield to the desired activated Tetrac moiety. The reaction products were
all characterized by 1H and 13C-NMR.
Publisher
Bentham Science Publishers Ltd.
Subject
Organic Chemistry,Biochemistry